KR101141681B1 - 회합 수용성 셀룰로스 에테르 - Google Patents
회합 수용성 셀룰로스 에테르 Download PDFInfo
- Publication number
- KR101141681B1 KR101141681B1 KR1020067013998A KR20067013998A KR101141681B1 KR 101141681 B1 KR101141681 B1 KR 101141681B1 KR 1020067013998 A KR1020067013998 A KR 1020067013998A KR 20067013998 A KR20067013998 A KR 20067013998A KR 101141681 B1 KR101141681 B1 KR 101141681B1
- Authority
- KR
- South Korea
- Prior art keywords
- aqueous
- cellulose ether
- viscosity
- cellulose
- ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 229920003086 cellulose ether Polymers 0.000 title claims abstract description 77
- 239000000203 mixture Substances 0.000 claims abstract description 33
- 125000001424 substituent group Chemical group 0.000 claims abstract description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 16
- 239000003973 paint Substances 0.000 claims abstract description 14
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 11
- 238000006467 substitution reaction Methods 0.000 claims abstract description 10
- 239000008199 coating composition Substances 0.000 claims abstract description 5
- 239000004568 cement Substances 0.000 claims abstract description 4
- 239000003599 detergent Substances 0.000 claims abstract description 3
- 239000002002 slurry Substances 0.000 claims abstract description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 3
- 239000012766 organic filler Substances 0.000 claims abstract 2
- -1 hydroxypropyl Chemical group 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 15
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 239000000243 solution Substances 0.000 claims description 11
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- 239000002562 thickening agent Substances 0.000 claims description 6
- 239000004816 latex Substances 0.000 claims description 5
- 229920000126 latex Polymers 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000005259 measurement Methods 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 3
- 239000000839 emulsion Substances 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- 229920000180 alkyd Polymers 0.000 claims description 2
- 125000005529 alkyleneoxy group Chemical group 0.000 claims description 2
- 239000013011 aqueous formulation Substances 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 239000001913 cellulose Substances 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 238000000518 rheometry Methods 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 7
- 238000009472 formulation Methods 0.000 abstract description 6
- 230000008719 thickening Effects 0.000 abstract description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000008186 active pharmaceutical agent Substances 0.000 description 9
- 150000002430 hydrocarbons Chemical group 0.000 description 9
- 125000001165 hydrophobic group Chemical group 0.000 description 9
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 229920001131 Pulp (paper) Polymers 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000007824 aliphatic compounds Chemical class 0.000 description 2
- 229920006321 anionic cellulose Polymers 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 238000007665 sagging Methods 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical group CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- ZSBRYDJXHOFQMW-UHFFFAOYSA-N chloroethene;ethene;ethenyl acetate Chemical compound C=C.ClC=C.CC(=O)OC=C ZSBRYDJXHOFQMW-UHFFFAOYSA-N 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/193—Mixed ethers, i.e. ethers with two or more different etherifying groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/20—Post-etherification treatments of chemical or physical type, e.g. mixed etherification in two steps, including purification
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/43—Thickening agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
- C08L1/08—Cellulose derivatives
- C08L1/26—Cellulose ethers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Wood Science & Technology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Paints Or Removers (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Detergent Compositions (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Abstract
Description
Claims (12)
- 히드록시에틸, 히드록시프로필, 메틸, 에틸, 카르복시메틸 그리고 1차, 2차, 3차 및 4차 암모늄기를 갖는 양이온성 치환기로 이루어진 군으로부터 선택되는 1개 이상의 치환기를 함유하는 회합 수용성 셀룰로스 에테르(associative water-soluble cellulose ether)로서,상기 셀룰로스 에테르는 250 mPa?s 내지 20,000 mPa?s의 DP(평균 중합도) 점도 및 8개 내지 24개의 탄소 원자를 갖는 비치환 또는 치환 탄화수소기를 함유하는 소수성 치환기의 평균 분자치환(MS) 0.0001 내지 0.005을 가지며;여기서 상기 DP 점도는, 상기 셀룰로스 에테르를 20 ℃에서 물 80 중량% 및 디(에틸렌 글리콜)부틸 에테르 20 중량%로 구성되는 용매 시스템 중에 1 중량%의 농도로 용해시키고, 0.5 Pa의 전단 응력과 20 ℃ 온도에서 40 mm, 1°콘 및 플레이트 측정 시스템을 사용하는 레오미터(rheometer)를 사용하여 점도를 측정하고, 수득된 점도를 2.7로 나누어 결정됨을 특징으로 하는 셀룰로스 에테르.
- 제 1 항에 있어서,상기 DP 점도는 1,000 mPa?s 내지 15,000 mPa?s이며, MS는 0.0003 내지 0.0028인 것을 특징으로 하는 셀룰로스 에테르.
- 제 3 항에 있어서,z가 1이며, x는 0이고, m은 1인 것을 특징으로 하는 셀룰로스 에테르.
- 삭제
- 제 1 항 내지 제 4 항 중 어느 한 항에 있어서,비이온성 셀룰로스 에테르인 것을 특징으로 하는 셀룰로스 에테르.
- 제 1 항 내지 제 4 항 중 어느 한 항에 있어서,MS 히드록시에틸은 0.8 내지 4.5인 것을 특징으로 하는 셀룰로스 에테르.
- 제 1 항 내지 제 4 항 중 어느 한 항에 있어서,흐림점 온도(cloud point temperature)가 50 ℃ 내지 90 ℃이며,여기서 흐림점 온도는 폴리머 용액이 농도 1 중량%에서 눈으로 확인하여 상이 분리되는 온도임,을 특징으로 하는 셀룰로스 에테르.
- 제 7 항에 있어서,메틸 치환기, 에틸 치환기 또는 이들의 혼합물을 함유하는 것을 특징으로 하는 셀룰로스 에테르.
- 제 1 항 내지 제 4 항 중 어느 한 항에 있어서,카르복시메틸 기의 평균 치환도(DS)는 0.3 내지 1.4인 것을 특징으로 하는 셀룰로스 에테르.
- 제 1 항 내지 제 4 항 중 어느 한 항에 있어서,수성 장식 페인트 조성물, 수성 종이 코팅 조성물, 수성 유기 충전제 조성물, 수성 시멘트 슬러리, 수성 세제 조성물 또는 개인 생활 용품 수성 배합물에 증점제(thickening agent) 및 레올로지제(rheology agent)로서 사용되는 것을 특징으로 하는 셀룰로스 에테르.
- 제 11 항에 있어서,상기 페인트 조성물은 알키드 에멀젼 또는 라텍스를 함유하는 것을 특징으로 하는 셀룰로스 에테르.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE0303352A SE526356C2 (sv) | 2003-12-15 | 2003-12-15 | Associativa vattenlösliga cellulosaetrar |
SE0303352-9 | 2003-12-15 | ||
PCT/EP2004/014376 WO2005058971A1 (en) | 2003-12-15 | 2004-12-15 | Associative water-soluble cellulose ethers |
Publications (2)
Publication Number | Publication Date |
---|---|
KR20060132644A KR20060132644A (ko) | 2006-12-21 |
KR101141681B1 true KR101141681B1 (ko) | 2012-05-04 |
Family
ID=30439678
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1020067013998A Expired - Lifetime KR101141681B1 (ko) | 2003-12-15 | 2004-12-15 | 회합 수용성 셀룰로스 에테르 |
Country Status (12)
Country | Link |
---|---|
US (1) | US8487089B2 (ko) |
EP (1) | EP1694711B1 (ko) |
JP (2) | JP5143428B2 (ko) |
KR (1) | KR101141681B1 (ko) |
CN (1) | CN1894282B (ko) |
AT (1) | ATE490278T1 (ko) |
BR (1) | BRPI0417610A (ko) |
DE (1) | DE602004030370D1 (ko) |
ES (1) | ES2357005T3 (ko) |
MX (1) | MXPA06006733A (ko) |
SE (1) | SE526356C2 (ko) |
WO (1) | WO2005058971A1 (ko) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2022211214A1 (ko) * | 2021-03-30 | 2022-10-06 | 주식회사 비제이바이오켐 | 다당류 유도체 및 이의 제조 방법 |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE526356C2 (sv) * | 2003-12-15 | 2005-08-30 | Akzo Nobel Nv | Associativa vattenlösliga cellulosaetrar |
KR100881343B1 (ko) | 2007-12-31 | 2009-02-02 | 삼성정밀화학 주식회사 | 시멘트 모르타르용 혼화제 및 이를 포함하는 시멘트모르타르 |
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WO2005058971A1 (en) | 2005-06-30 |
JP5143428B2 (ja) | 2013-02-13 |
SE0303352D0 (sv) | 2003-12-15 |
BRPI0417610A (pt) | 2007-04-10 |
JP2012237002A (ja) | 2012-12-06 |
US20070059267A1 (en) | 2007-03-15 |
US8487089B2 (en) | 2013-07-16 |
DE602004030370D1 (en) | 2011-01-13 |
CN1894282B (zh) | 2010-06-23 |
JP2007514032A (ja) | 2007-05-31 |
EP1694711A1 (en) | 2006-08-30 |
ES2357005T3 (es) | 2011-04-15 |
EP1694711B1 (en) | 2010-12-01 |
SE526356C2 (sv) | 2005-08-30 |
KR20060132644A (ko) | 2006-12-21 |
ATE490278T1 (de) | 2010-12-15 |
MXPA06006733A (es) | 2006-09-04 |
CN1894282A (zh) | 2007-01-10 |
SE0303352L (sv) | 2005-06-16 |
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